A spectrophotometric and NMR study on the formation of an inclusion complex between dopamine and a sulfonated cyclodextrin host

Abstract

a b s t r a c tThe formation of an inclusion complex between the sulfonated b-cyclodextrin (Sb-CD) with dopamine (DA) was confirmed using UV-vis measurements and NMR methods. It was also established that a 1:1 complex was formed between the Sb-CD and the DA, where the inclusion occurred predominantly through the aromatic ring of the DA and the hydrophobic CD cavity. The results also suggest that a change in the anion, of supporting electrolyte, had an influence on the DA-Sb-CD complexation while no change was observed for the cation.

An integrated approach using ozone nanobubble and cyclodextrin inclusion complexation to enhance the removal of micropollutants

“…A slight bathochromic shift (2~3 nm) was observed with increasing concentrations of HPβCD (Fig. S7), which has been reported previously with other guest molecules and has been explained in terms of a change in the environment of the molecule as it is included within the CD cavity (Hendy and Breslin, 2011;Lin et al, 2020). Usually, O3 would have been completely degraded after 1-3 hour in DI water (Dettmer et al, 2017), however in this study, absorption peaks were still observed even after 12 h in the presence of HPβCD (Fig 5a and Fig.…”

The incorporation and controlled release of dopamine from a sulfonated β–cyclodextrin–doped conducting polymer

“…This may indicate that the PPy-sβ-CD has some selectivity in relation to the uptake of DA and this can be explained by the formation of an inclusion complex between DA and the CD. The formation of this inclusion complex is facilitated by the electrostatic interactions between the protonated amine group of DA and the anionic pendants of the CD, while the more hydrophobic aromatic ring structure fits into the cavity of the cyclodextrins [40,41]. It is also clear from Fig.…”

“…3(a). While the sβ-CD provides a high charge facilitating a strong electrostatic interaction with the protonated DA, an inclusion complex can also be formed [40,41]. This inclusion complex, where the DA molecule is included in the cavity, appears to protect the molecule from oxidation and degradation.…”

Recent Advances in Host–Guest Self‐Assembled Cyclodextrin Carriers: Implications for Responsive Drug Delivery and Biomedical Engineering

“…Hendy and Breslin, 2011 have investigated the complexation of dopamine (guest) and sulfated cyclodextrin (host) using ultraviolet (UV) and nuclear magnetic resonance spectroscopy (NMR) spectroscopy where they confirmed that the aromatic group of dopamine fits into the hydrophobic cavity based on the data obtained from spectroscopic techniques. [11] Several spectroscopic techniques can be used to investigate the inclusion complex formation. In UV spectroscopy, the change in spectrum increase or decrease in absorption intensity with varying concentrations of host moiety can give information about the complexation of the guest molecules with the host.…”